2-氰基-3-吗啉丙酰胺 | 25229-97-4

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 2-氰基-3-吗啉丙酰胺
• 中文别名: 2-氰基-3-吗啉丙烯酰胺
• 英文名称: 2-cyano-3-morpholinoacrylamide
• 英文别名: 2-cyano-3-morpholin-4-yl-acrylamide；3-Morpholino-2-cyan-acrylamid；3-Morpholino-2-cyanacrylamid；3-Morpholino-2-cyanoacrylamide；2-cyano-3-morpholin-4-ylprop-2-enamide
• CAS: 25229-97-4
• 化学式: C₈H₁₁N₃O₂
• 分子量: 181.194
• InChiKey: LLKCXVWITGBXLG-UHFFFAOYSA-N

物化性质

• 熔点：
  173-177 °C
• 沸点：
  314.3°C (rough estimate)
• 密度：
  1.2444 (rough estimate)
• 稳定性/保质期：
  避免接触强氧化物、酸、酸酐以及酸性氯化物。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S37/39
• 储存条件：
  将物品存放在密封的容器中，并储存在阴凉、干燥的地方。

SDS

Name:	2-Cyano-3-morpholinoacrylamide 98% Material Safety Data Sheet
Synonym:
CAS:	25229-97-4

Section 1 - Chemical Product MSDS Name:2-Cyano-3-morpholinoacrylamide 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
25229-97-4	2-Cyano-3-morpholinoacrylamide	98%	246-741-5

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 25229-97-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 173-175 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H11N3O2
Molecular Weight: 181.0959

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, acid chlorides, carbon dioxide, acid anhydrides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 25229-97-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Cyano-3-morpholinoacrylamide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 25229-97-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 25229-97-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 25229-97-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氰基-3-吗啉丙酰胺 在 一水合肼 、 硫酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 3-氨基-4-甲酰胺基吡唑半硫酸盐
  参考文献：
  名称：

  一种半硫酸盐的制备方法

  摘要：

  本发明提供一种半硫酸盐的制备方法，涉及有机合成技术领域。方法包括以下步骤：S1:将氰基乙酰胺、原甲酸三乙酯和吗啉溶于无水乙醇，升温回流，反应完成后降温冷却至15～25℃；S2:步骤S1得到的混合物析出固体，离心，乙醇洗涤，采用乙醇回流重结晶，降温至15～25℃后离心，乙醇洗涤，烘干得到预产品A；S3:预产品A加入水中，并加热至50～80℃，滴加水合肼，升温至100～115℃，回流下反应25～35min，降温至15～25℃得到预产品B；S4:预产品B中的pH调至酸性，降温至15～25℃析出固体，离心，洗涤，固体用水加热至75～85℃，加活性炭搅拌10～15min，过滤，离心，洗涤，干燥得产品。定量化的控制反应的温度和时间，最终半硫酸盐产物的回收率达到85％以上。

  公开号：

  CN110283125A
• 作为产物：
  描述：

  trimorpholylmethane 、 氰乙酰胺 以91%的产率得到2-氰基-3-吗啉丙酰胺
  参考文献：
  名称：

  Reaction of ortho esters with secondary amines

  摘要：

  DOI：

  10.1021/jo01308a007

文献信息

• 一种1H-吡唑并[3,4-d]嘧啶-4-醇的合成方法
  申请人：黄石法姆药业股份有限公司

  公开号：CN108822113A

  公开（公告）日：2018-11-16

  本发明公开一种1H‑吡唑并[3,4‑d]嘧啶‑4‑醇的合成方法。本方法以原甲酸三乙酯、吗啉、氰乙酰胺为基础原料，更替了溶剂乙腈介质，合成2‑氰基‑3‑吗啉丙烯酰胺，废除了传统的强酸性硫酸原料的使用，采用有机酸作为催化剂代替了硫酸的合成新方法，将原来传统的三步合成工艺，简化为两步，缩短了合成路线，降低了原料成本，简化了操作；提高了产品收率，减少了“三废”的产生。
• Method of preparing 3-morpholino-2-cyanoacrylamide
  申请人：Burroughs Wellcome Co.

  公开号：US04146713A1

  公开（公告）日：1979-03-27

  A compound ##STR1## where R' is hydrogen or lower alkyl, the compound being usable as an intermediate in the preparation of 4-hydroxypyrazolo [3,4-d]pyrimidine (Allopurinol) and its useful relatives. A method of preparing ##STR2## which comprises reacting R'C(OR).sub.3, morpholine and cyanoacetamide where R' is hydrogen or lower alkyl and R' is lower alkyl.

  一种化合物##STR1##其中R'为氢或低碳基，该化合物可用作制备4-羟基吡唑并[3,4-d]嘧啶（丙戊酸）及其有用衍生物的中间体。一种制备##STR2##的方法，包括反应R'C（OR）.sub.3，吗啉和氰乙酰胺，其中R'为氢或低碳基，R'为低碳基。
• Reaction of ortho esters with secondary amines
  作者：Roy A. Swaringen、John F. Eaddy、Thomas R. Henderson

  DOI：10.1021/jo01308a007

  日期：1980.9
• 一种半硫酸盐的制备方法
  申请人：江苏红豆杉药业有限公司

  公开号：CN110283125A

  公开（公告）日：2019-09-27

  本发明提供一种半硫酸盐的制备方法，涉及有机合成技术领域。方法包括以下步骤：S1:将氰基乙酰胺、原甲酸三乙酯和吗啉溶于无水乙醇，升温回流，反应完成后降温冷却至15～25℃；S2:步骤S1得到的混合物析出固体，离心，乙醇洗涤，采用乙醇回流重结晶，降温至15～25℃后离心，乙醇洗涤，烘干得到预产品A；S3:预产品A加入水中，并加热至50～80℃，滴加水合肼，升温至100～115℃，回流下反应25～35min，降温至15～25℃得到预产品B；S4:预产品B中的pH调至酸性，降温至15～25℃析出固体，离心，洗涤，固体用水加热至75～85℃，加活性炭搅拌10～15min，过滤，离心，洗涤，干燥得产品。定量化的控制反应的温度和时间，最终半硫酸盐产物的回收率达到85％以上。